Hydroxyamine hydrochloride → HCID 136338605, compound

HRID 1180354Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[C:13]([F:18])[CH:12]=2)[CH:5]=[C:6]([Cl:10])[C:7]=1[CH:8]=O.Cl.[NH2:20][OH:21]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[C:13]([F:18])[CH:12]=2)[CH:5]=[C:6]([Cl:10])[C:7]=1[CH:8]=[N:20][OH:21]

Participants

Reactant 2

HCID 443297Hydroxyamine hydrochloride

HCID 85897484HCID 85897484, compound

Product 1

HCID 136338605HCID 136338605, compound

Procedure

The title compound was prepared by reacting 3,5-dichloro-3′-fluoro-4′-hydroxy-1,1′-biphenyl-4-carbaldehyde (290 mg, mmol) with hydroxylamine hydrochloride (140 mg, 1.27 mmol) according to Method F to yield 260 mg (85%) of a white solid: mp 185-190° C.; 1H NMR (DMSO-d6): δ 7.03 (1H, t, J=8.86 Hz), 7.46-7.49 (1H, m), 7.68 (1H, dd, J=12.74 Hz, J=2.26 Hz), 7.82 (2H, s), 8.25 (1H, s), 10.24 (1H, s), 11.80 (1H, s); MS (ESI) m/z 298/300/302 (M−H)−, 300/302/304 (M+H)+.

Sources & evidence

ORD record: ord-f70d05b732164a5dbf6d0d1be434be4d
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07279600B2

Reaction notes

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